WO2005107459A1 - Procede de lutte contre les insectes faisant appel a des composes hydrocarbones - Google Patents

Procede de lutte contre les insectes faisant appel a des composes hydrocarbones Download PDF

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Publication number
WO2005107459A1
WO2005107459A1 PCT/EP2005/006050 EP2005006050W WO2005107459A1 WO 2005107459 A1 WO2005107459 A1 WO 2005107459A1 EP 2005006050 W EP2005006050 W EP 2005006050W WO 2005107459 A1 WO2005107459 A1 WO 2005107459A1
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WO
WIPO (PCT)
Prior art keywords
weight
proportion ranging
methylpentacosane
pentacosene
pentacosane
Prior art date
Application number
PCT/EP2005/006050
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English (en)
Inventor
Anne-Genevieve Bagneres
Jean-Luc Clement
Sandrine Morin
Lorna Davies
Joe Harold Hope
Original Assignee
Bayer Environmental Science Sas
Centre National De La Recherche Scientifique (Cnrs)
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Environmental Science Sas, Centre National De La Recherche Scientifique (Cnrs) filed Critical Bayer Environmental Science Sas
Priority to AT05749378T priority Critical patent/ATE518420T1/de
Priority to AU2005239832A priority patent/AU2005239832B2/en
Priority to EP05749378A priority patent/EP1744626B1/fr
Priority to BRPI0510197-2A priority patent/BRPI0510197A/pt
Priority to MXPA06012891A priority patent/MXPA06012891A/es
Priority to JP2007512129A priority patent/JP2007537202A/ja
Priority to AP2006003789A priority patent/AP2006003789A0/xx
Priority to US11/596,419 priority patent/US20080045519A1/en
Publication of WO2005107459A1 publication Critical patent/WO2005107459A1/fr
Priority to AU2010219329A priority patent/AU2010219329B2/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof

Definitions

  • the present invention relates to a method to fight against insects comprising the use of hydrocarbon compounds, as well as an insecticide composition comprising a mixture of such hydrocarbon compounds and a method of treatment of insects by using these insecticide compositions.
  • Insects and more particularly gregarious, social, and sub-social insects, use the hydrocarbons that cover their exoskeleton for recognition between species, but also between members of the same specie. These hydrocarbon compounds are perceived on contact by the insects and affect their behavior. They constitute their chemical signature and induce various social behaviors such as, for example, gathering in colonies or transportation of eggs and young larvae.
  • the role played by the hydrocarbon compounds covering the exoskeleton of insects in mechanisms of interspecies and intraspecies recognition is described in a 1991 article taken from the Journal of Chemical Ecology, vol. 17, 1191, pages 2397 to 2419, especially in the first two paragraphs on page 2398.
  • the use of lures covered with different extracts of hydrocarbon compounds to study the reactions and the behaviors of the species is disclosed.
  • nests of termites, ants, cockroaches, earwigs and locusts are different : they can contain several thousands and sometime even several millions of individuals and are generally very extensive. This is for example the case of subterranean termite nests which can contain several thousand of individuals, sometime several millions.
  • the nest is generally diffused and can also contain several satellite nests with secondary reproductive. Links between parts of the nest are made by galleries being able to length several dozen of meters in which contacts occur between congeners.
  • hydrocarbon compounds can considerably improve the efficacy of the toxins used to combat social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts, since they allow better absorption and adsorption of the toxin by the insects that consume it directly, as well as its good diffusion among the various members of the colony, including the members of the colony living in the nest.
  • the use of such compounds also reduces the quantity of toxin used and, if bait is used, the number of baits placed, which represents, among other advantages, a reduction in treatment cost, as well as a reduction in the spreading of the materials in the environment.
  • the object of this invention is a method of fighting against social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts comprising the use of a mixture of hydrocarbon compounds chosen among alkanes and alkenes comprising from 20 to 40 carbon atoms.
  • alkanes and alkenes cover linear as well as branched compounds.
  • social insects means insects living in hierarchical societies with division of labor between different castes and an overlap between different generations.
  • sub-social insects means insects living in groups or family groups where parents take care of their young at least for part of their development.
  • greygarious insects means insects tending to stay in clusters and herd together.
  • hydrocarbon compound mixtures according to this invention allows obtaining an "arresting" effect on the insects, meaning that when the mixture of hydrocarbon compounds is perceived on contact or at a short distance by the insect, the insect is attracted by the mixture which induces an arresting behavior in the insect or limits its movements to the place where the mixture was deposited.
  • An insect which has perceived a hydrocarbon compound mixture according to this invention will have the tendency to remain in contact with said mixture for a long time.
  • an insect which has consumed or transported such a mixture will see its contacts with other insects of the same species increase, thus improving the distribution of the mixture between the different members of the colony.
  • This invention relates to a method of fighting against social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts comprising the use of alkanes or alkenes comprising from 20 to 40 carbon atoms.
  • the alkanes or alkenes used comprise from 23 to 35 carbon atoms. More preferably, the alkanes and alkenes used comprise from 25 to 27 carbon atoms.
  • the alkanes and alkenes used are chosen from the group comprising 11-methyltetracosane, 5-methylpentacosane, 11- methylpentacosane, (Z)-9-pentacosene, n-pentacosane, n-hexacosane, 5,17- dimethylpentacosane, and 5-methyltetracosane.
  • a preferred hydrocarbon compound mixture according to the present invention comprises 11 -methylpentacosane, (Z)-9-pentacosene, and n-pentacosane (mixture A).
  • mixture A-l - 11 -methylpentacosane in a proportion ranging from 36 to 51% in weight; - (Z)-9-pentacosene in a proportion ranging from 16 to 31% in weight; and - n-pentacosane in a proportion ranging from 26 to 41% in weight.
  • mixture A-2 - 11 -methylpentacosane in a proportion ranging from 41 to 46% in weight; - (Z)-9-pentacosene in a proportion ranging from 21 to 26% in weight; and - n-pentacosane in a proportion ranging from 31 to 35% in weight.
  • Another preferred hydrocarbon mixture according to the present invention comprises 5 -methylpentacosane, 11 -methylpentacosane, (Z)-9-pentacosene, n- pentacosane, and n-hexacosane (mixture B).
  • mixture B-l - 5-methylpentacosane in a proportion ranging from 4 to 19% in weight; - 11 -methylpentacosane in a proportion ranging from 29 to 43% in weight; - (Z)-9-pentacosene in a proportion ranging from 12 to 27% in weight; - n-pentacosane in a proportion ranging from 20 to 35% in weight; and - n-hexacosane in a proportion ranging from 1 to 10% in weight.
  • mixture B-2 - 5-methylpentacosane in a proportion ranging from 9 to 14%o in weight; - 11 -methylpentacosane in a proportion ranging from 34 to 38% in weight; - (Z)-9-pentacosene in a proportion ranging from 17 to 22% in weight; - n-pentacosane in a proportion ranging from 25 to 30% in weight; and - n-hexacosane in a proportion ranging from 3 to 7% in weight.
  • Another preferred hydrocarbon mixture according to the present invention comprises 11 -methyltetracosane, 5-methylpentacosane, 11 -methylpentacosane, (Z)-
  • (mixture C-l) - 11 -methyltetracosane in a proportion ranging from 0.1 to 10% in weight; - 5-methylpentacosane in a proportion ranging from 3 to 18% in weight; - 11 -methylpentacosane in a proportion ranging from 27 to 41%) in weight; - (Z)-9-pentacosene in a proportion ranging from 11 to 26% in weight; - n-pentacosane in a proportion ranging from 19 to 33% in weight; - n-hexacosane in a proportion ranging from 1 to 10% in weight.
  • mixture C-2 - 11 -methyltetracosane in a proportion ranging from 1 to 5% in weight; - 5-methylpentacosane in a proportion ranging from 8 to 13% in weight; - 11 -methylpentacosane in a proportion ranging from 32 to 36% in weight; - (Z)-9-pentacosene in a proportion ranging from 16 to 21% in weight; - n-pentacosane in a proportion ranging from 24 to 28% in weight; - n-hexacosane in a proportion ranging from 2 to 7% in weight.
  • the mixture quantity to be used may vary according to the insect species targeted and the intensity of the effect sought.
  • 0.000001 to 1 g/m 2 of hydrocarbon compound mixture according to the present invention will be used. More preferably, 0.00001 to 0.5 g/m 2 of hydrocarbon compound mixture according to the present invention will be used. Even more preferably ⁇ .0001 to 0.2 g/m of hydrocarbon compound mixture according to the present invention will be used.
  • the object of the present invention is therefore a method of fighting against social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts comprising comprising the use of a hydrocarbon compound mixture as defined above.
  • the insects treated according to the method described above are termites or ants. Even more preferably, the insects treated according to the method described above are termites.
  • Certain hydrocarbon compounds mixtures according to the present invention are novel. Consequently, the present invention also relates to a hydrocarbon compound mixture comprising 11 -methylpentacosane, (Z)-9-pentacosene, and n- pentacosane (mixture A).
  • the present invention relates to the following mixture (mixture A-l) : - 11 -methylpentacosane in a proportion ranging from 36 to 51% in weight; - (Z)-9-pentacosene in a proportion ranging from 16 to 31 % in weight; and - n-pentacosane in a proportion ranging from 26 to 41 % in weight.
  • the present invention relates to the following mixture (mixture (A-2) : - 11 -methylpentacosane in a proportion ranging from 41 to 46% in weight; - (Z)-9-pentacosene in a proportion ranging from 21 to 26% in weight; and - n-pentacosane in a proportion ranging from 31 to 35% in weight.
  • Another mixture which is the object of the present invention is a hydrocarbon compounds mixture comprising 5-methylpentacosane, 11 -methylpentacosane, (Z)-9- pentacosene, n-pentacosane, and n-hexacosane (mixture B).
  • the present invention relates to the following mixture (mixture B-l) : - 5-methylpentacosane in a proportion ranging from 4 to 19% in weight; - 11 -methylpentacosane in a proportion ranging from 29 to 43% in weight; - (Z)-9-pentacosene in a proportion ranging from 12 to 27% in weight; - n-pentacosane in a proportion ranging from 30 to 35% in weight; and - n-hexacosane in a proportion ranging from 1 to 10% in weight.
  • the present invention relates to the following mixture (mixture (B-2) : - 5-methylpentacosane in a proportion ranging from 9 to 14% in weight; - 11 -methylpentacosane in a proportion ranging from 34 to 38% in weight; - (Z)-9-pentacosene in a proportion ranging from 17 to 22% in weight; - n-pentacosane in a proportion ranging from 25 to 30% in weight; and - n-hexacosane in a proportion ranging from 3 to 7% in weight.
  • mixture (B-2) - 5-methylpentacosane in a proportion ranging from 9 to 14% in weight; - 11 -methylpentacosane in a proportion ranging from 34 to 38% in weight; - (Z)-9-pentacosene in a proportion ranging from 17 to 22% in weight; - n-pentacosane in a proportion
  • Another mixture which is the object of the present invention is a hydrocarbon compounds mixture comprising 11 -methyltetracosane, 5-methylpentacosane, 11- methylpentacosane, (Z)-9-pentacosene, n-pentacosane, n-hexacosane, 5,17- dimethylpentacosane, and 5-methyltetracosane (mixture C).
  • the present invention relates to the following mixture (mixture C-l) : - 11 -methyltetracosane in a proportion ranging from 0.1 to 10% in weight; - 5-methylpentacosane in a proportion ranging from 3 to 8% in weight; - 11 -methylpentacosane in a proportion ranging from 27 to 31%) in weight; - (Z)-9-pentacosene in a proportion ranging from 11 to 26% in weight; - n-pentacosane in a proportion ranging from 19 to 23% in weight; - n-hexacosane in a proportion ranging from 1 to 10% in weight; - 5,17-dimethylpentacosane in a proportion ranging from 0.1 to 5% in weight; and - 5-methyltetracosane in a proportion ranging from 0.1 to 5%>.
  • the present invention relates to the following mixture (mixture (C-2) : - 11 -methyltetracosane in a proportion ranging from 1 to 5% in weight; - 5-methylpentacosane in a proportion ranging from 8 to 13% in weight; - 11 -methylpentacosane in a proportion ranging from 32 to 36% in weight; - (Z)-9-pentacosene in a proportion ranging from 16 to 21% in weight; - n-pentacosane in a proportion ranging from 24 to 28%) in weight; - n-hexacosane in a proportion ranging from 2 to 7% in weight; - 5,17-dimethylpentacosane in a proportion ranging from 0.5 to 3% in weight; and - 5-methyltetracosane in a proportion ranging from 0.5 to 3%.
  • mixture (C-2) mixture (mixture (C-2) : - 11 -
  • Another object of the present invention is an insecticide composition including a hydrocarbon compound mixture as defined above and one or several insecticide compounds.
  • insecticide compounds which may be used in the context of the present invention, for the followings may be cited as examples : abamectin, acephate, acetamiprid, acrinathrin, alanycrb, aldicarb, allethrin, alpha-cypermethrin, aluminium phosphide, amitraz, azadirachtin, azamethiphos, azinphos-ethyl, azinphos-methyl, bendiocarb, benfuracarb, bensultap, beta-cyfluthrin, beta-cypermethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, bistrifluron, borax, buprofezin, butocarboxim
  • fipronil chlorfenapyr, spinosad, thiamethoxam, imidacloprid, indoxacarb, clothianidin, acetamiprid, dinotefuran, flonicamid, nitenpyram, nithiazine, hexaflumuron, lufenuron, noviflumuron, triflumuron, or ethiprole are preferably used. More preferably, fipronil, chlorfenapyr, spinosad, thiamethoxam, imidacloprid, or ethiprole are used. Even more preferably, imidacloprid or fipronil are used.
  • compositions preferred according to the invention the following compositions can be cited as examples but without limitation thereto :
  • the insecticide composition according to the present invention may optionally contain one or several tensioactive agents as well as one or several supports.
  • tensioactive agent means any ionic or non-ionic emulsifying, dispersing, or wetting agent or a mixture of such tensioactive agents.
  • the presence of at least one tensioactive agent is generally indispensable when the active matter and/or the inert support are not soluble in water and the application vector agent is water.
  • the insecticide composition according to the present invention may contain the hydrocarbon compound mixture in very varied proportions depending on the efficacy sought and the insects targeted.
  • the composition according to this invention may contain from 0.000001% to 99.99% in weight of the hydrocarbon compound mixture according to the present invention, preferably from 0.0001% to 99.99%) in weight, more preferably from 0.01 to 99.99% in weight of the hydrocarbon compound mixture according to the present invention.
  • the insecticide composition according to the present invention may be used in various forms among which can be cited oily solutions, emulsifiable concentrates, wettable powders, fluid formulations, and specifically aqueou suspensions or aqueous emulsions, granules, powders, pastes, emulsions, concentrated suspensions, as well as possible mixtures, associations, or combinations of these various forms.
  • the insecticide composition according to the present invention may take the form of numerous formulation types.
  • compositions can be used in the form of water soluble package; in the form of bait such as ready-to-use bait, concentrate for bait preparation, baits in stock, baits on grain, granulated bait, bait in plates, or bait on chips; in the form of fumigant, such as smoke candle, smoke cartridge, smoke granules, smoke stick, smoke tablet, or smoke box; in the form of granules such as encapsulated granules, fine granules, macrogranules, microgranules, granules or tables dispersible in water, or granules or tablets soluble in water; in the form of powder such as soluble powder, track powder, wettable powder, powder for powdering, wettable powder for moist treatment, soluble powder for seed treatment or powder to be dispersed in oil; in the form of concentrated suspension also called liquefiable concentrate; in the form of concentrated suspension dilutable in oil; in the form of suspension for very low volume application; in the form of e
  • the insecticides according to the invention may take the form of water soluble package, concentrated suspension, granules, bait, or fumigant.
  • a hydrocarbon compound mixture according to the present invention in mixture with one or several of the aforementioned insecticide compounds considerably increases the efficacy of the toxins on the members of the colony that are in contact with the composition and/or consume it, since, due to the arresting effect of the hydrocarbon compound mixture, they remain in contact with the insecticide composition for a longer time and/or consume more of it.
  • compositions according to the present invention may be used in the fight against social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts.
  • object of this invention is also a method of treatment against social, sub-social or gregarious insects chosen from the group comprising termites, ants, cockroaches, earwigs and locusts using an efficacious quantity of an insecticide composition described above.
  • efficacious quantity means a quantity of composition according to the invention sufficient to reduce the number of social or sub-social insects or eliminate them.
  • such a quantity will completely destroy the colony.
  • the present invention relates to a method of treatment against termites or ants. More preferably, the present invention relates to a method of treatment against termites.
  • the following examples are mentioned in order to illustrate in a non-limiting manner the invention.
  • Example 1 Demonstration of the "arresting" effect on a population of termites from a mixture according to the invention including 5-methylpentacosane, 11- methylpentacosane, (Z)-9-pentacosene, n-pentacosane, and n-hexacosane (mixture B)
  • the termites are placed in contact with the treated paper after complete evaporation of the pentane; - a 1 cm 2 square of filter paper, untreated.
  • the termites found under each of the two sheets of filter paper are then counted after 1 hour, 2 hours, and 4 hours. This test is repeated identically 5 times.
  • the results obtained are then analyzed statistically according to the X 2 (Chi- square) method : the observed distribution is compared to the theoretical distribution (10 termites under each filter paper). For a significance threshold ⁇ equal to 5%, the values obtained are significantly different from reference values, thus proving the arresting effect of the mixture tested, for a X 2 > 9.48.
  • Example 2 Demonstration of the "arresting" effect on a termite population according to the invention including 11-methyltetracosane, 5- methylpentacosane, 11 -methylpentacosane, (Z)-9-pentacosene, n-pentacosane, n-hexacosane, 5,17-dimethylpentacosane, and 5-methyltetracosane (mixture C)
  • This hydrocarbon compound mixture is dissolved in pentane and deposited on the filter paper.
  • the termites are placed in contact with the treated paper after complete evaporation of the pentane; - a 1 cm 2 square of filter paper, untreated.
  • the termites found under each of the two sheets of filter paper are then counted after 1 hour, 2 hours, and 4 hours. This test is repeated identically 5 times.
  • the results obtained are then analyzed statistically by the X (Chi-square) method : the distribution observed is compared to the theoretical distribution (10 termites under each filter paper). For a significance threshold ⁇ equal to 5%, the values obtained are significantly different from reference values, thus proving the arresting effect of the mixture tested, for a X > 9.48.
  • the mixture was tested with various concentrations (10 "1 g/ml, 10 "2 g/ml, 10 "3 g/ml, and 10 "4 g/ml) and the results obtained are summarised in the table below :
  • Example 3 Demonstration of the improvement in the transmission of a biocide between the various members of a termite population thanks to addition of a mixture including 5-methylpentacosane, 11-methylpentacosane, (Z)-9- pentacosene, n-pentacosane, and n-hexacosane (mixture B)
  • the experiment is conducted in a LAB test box (36 cm x 24 cm) containing on the bottom 5 mm of wet Fontainebleau sand and is repeated three times.
  • a matrix is placed, consisting of a foam cube in which holes are made with a diameter of 5 mm, over which a small piece of poplar wood is placed (1 cm x 2 cm x 2 cm).
  • the biocide used for this experiment is fipronil.
  • the matrix is sprayed with 5 ml of radioactive biocide. Only 4 faces are sprayed. The top and the bottom of the matrix are not treated.
  • an untreated piece of poplar wood is also placed in order to recreate a natural situation as exactly as possible.
  • the box is connected to a micro-nest also made up of an LAB test box (12 cm x 9 cm) containing on the bottom 5 cm of wet Fontainebleau sand.
  • the experimental arrangement may be diagrammed as follows :
  • Example 4 Demonstration of the insecticidal activity of a composition including a hydrocarbon compound mixture (11.4% in weight of 5- methylpentacosane; 36.3% in weight of 11-methylpentacosane: 19.6% in weight of (Z)-9-pentacosene; 27.7% in weight of n-pentacosane, and 5% in weight of n- hexacosane) and an insecticide compound (fipronil)
  • the experiment is conducted in a LAB test box (6 cm x 9 cm) containing on the bottom 2 mm of wet Fontainebleau sand and is repeated five times.
  • a matrix is placed, consisting of a foam cube in which holes are made with a diameter of 5 mm, over which a small piece of poplar wood is placed (1 cm x 2 cm x 2 cm).
  • the foam is impregnated with cold fipronil.
  • the matrix is sprayed with a hydrocarbon compound mixture including 11.4% of 5-methylpentacosane; 36.3% of 11 -methylpentacosane; 19.6% of (Z)-9-pentacosene; 27.7% of n-pentacosane, and 5% of n-hexacosane. Only 4 faces are sprayed. The top and the bottom of the matrix are not treated. In the box, an untreated piece of poplar wood is also placed in order to recreate a natural situation as exactly as possible.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Insects & Arthropods (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention porte sur un procédé de lutte contre les insectes qui fait appel à l'utilisation d'un mélange de composés hydrocarbonés choisis parmi les alkanes et les alcènes renfermant de 20 à 40 atomes de carbone, sur un mélange de composés carbonés selon l'invention, sur une composition insecticide renfermant un mélange de composés carbonés selon l'invention mélangés à un ou plusieurs composés insecticides, et sur un procédé de traitement contre les insectes qui fait appel à l'utilisation d'une quantité efficace de ladite composition.
PCT/EP2005/006050 2004-05-11 2005-05-09 Procede de lutte contre les insectes faisant appel a des composes hydrocarbones WO2005107459A1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
AT05749378T ATE518420T1 (de) 2004-05-11 2005-05-09 Insektenbekämpfungsverfahren einschliesslich der verwendung von kohlenwasserstoffverbindungen
AU2005239832A AU2005239832B2 (en) 2004-05-11 2005-05-09 Method to fight against insects including the use of hydrocarbon compounds
EP05749378A EP1744626B1 (fr) 2004-05-11 2005-05-09 Procede de lutte contre les insectes faisant appel a des composes hydrocarbones
BRPI0510197-2A BRPI0510197A (pt) 2004-05-11 2005-05-09 método de luta contra insetos sociais, sub-sociais ou gregários escolhidos do grupo que compreende cupins, formigas, baratas, forfìculas e locustìdeos, misturas de compostos de hidrocarboneto, composição inseticida e método de tratamento contra insetos mediante o uso de uma quantidade eficiente de uma composição
MXPA06012891A MXPA06012891A (es) 2004-05-11 2005-05-09 Procedimiento para luchar contra los insectos que incluye el uso de compuestos hidrocarbonados.
JP2007512129A JP2007537202A (ja) 2004-05-11 2005-05-09 炭化水素化合物を使用することを含む昆虫と戦う方法
AP2006003789A AP2006003789A0 (en) 2004-05-11 2005-05-09 Method to fight against insects including the use of hydrocarbon compounds
US11/596,419 US20080045519A1 (en) 2004-05-11 2005-05-09 Method to Fight Against Insects Including the Use of Hydrocarbon Compounds
AU2010219329A AU2010219329B2 (en) 2004-05-11 2010-09-07 Method to fight against insects including the use of hydrocarbon compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP04356066.3 2004-05-11
EP04356066 2004-05-11

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WO2005107459A1 true WO2005107459A1 (fr) 2005-11-17

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US (1) US20080045519A1 (fr)
EP (1) EP1744626B1 (fr)
JP (1) JP2007537202A (fr)
AP (1) AP2006003789A0 (fr)
AT (1) ATE518420T1 (fr)
AU (2) AU2005239832B2 (fr)
BR (1) BRPI0510197A (fr)
ES (1) ES2368927T3 (fr)
MX (1) MXPA06012891A (fr)
MY (1) MY147500A (fr)
TW (1) TW200605784A (fr)
WO (1) WO2005107459A1 (fr)
ZA (1) ZA200608779B (fr)

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JP5337988B2 (ja) * 2009-02-03 2013-11-06 アース製薬株式会社 アリの防除方法及びアリ防除剤

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US20080045519A1 (en) 2008-02-21
AU2010219329A1 (en) 2010-09-30
JP2007537202A (ja) 2007-12-20
EP1744626A1 (fr) 2007-01-24
ES2368927T3 (es) 2011-11-23
TW200605784A (en) 2006-02-16
ATE518420T1 (de) 2011-08-15
AU2005239832A1 (en) 2005-11-17
MY147500A (en) 2012-12-14
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ZA200608779B (en) 2008-08-27
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